1705-89-1

Upstream product

• 56-23-5 tetrachloromethane 
• 623-11-0 1-methyl-4-nitrosobenzene 
• 174899-83-3 1-butyl-3-methylimidazolium trifluoromethanesulfonimide 
• 174899-66-2 1-(n-butyl)-3-methylimidazolium triflate 
• 7732-18-5 water 
• 64-19-7 acetic acid 
• 7664-93-9 sulfuric acid 
• 64-17-5 ethanol 
• 141368-26-5 2-N-(p-methylbenzenesulfonyl)amino-4'-methyl-benzophenone 
• 4937-62-6 2-amino-4-methylbenzophenone 
• 636-82-8 cyclohexene-1-carboxylic acid 

Downstream Products

• 2523-39-9 3-methylfluorene 
• 103021-72-3 3-methyl-9-phenyl-9H-fluoren-9-ol 
• 88180-15-8 3-Methyl-9-(pentachlorophenyl)-9-fluorenol 
• 88180-18-1 3-Methyldodecachloro-9-phenylfluorenyl Radical 
• 88180-17-0 9H-3-Methyldodecachloro-9-phenylfluorene 
• 88180-16-9 3-Methyl-9-(pentachlorophenyl)fluorene 
• 141368-12-9 3-methyl-9-<3--1-propylamino>-fluorene-9-carbonitrile 
• 109684-87-9 3-methyl-10,10-diphenylphenanthren-9(10H)-one 
• 107046-88-8 3-methyl-9-benzylfluoren-9-ol 
• 103021-78-9 9-(4-chlorophenyl)-3-methylfluoren-9-ol 

Relevant academic research and scientific papers

Ring-closure reaction of 2-benzoylbenzenediazonium salts in 1-butyl-3- methylimidazolium ionic liquids

A ring-closure reaction by thermal dediazoniation of 2-substituted benzenediazonium tetrafluoroborates in imidazolium-based ionic liquids was investigated. Dediazoniation of 2-(4-R-benzoyl)benzenediazonium tetrafluoroborates (R = H, Me, OMe, Cl) in ionic liquid [BMIM][TfO] gave 3-R-9-fluorenones as ring-closure products and 2-(4-R-benzoyl)phenyl trifluoromethanesulfonates as substitution products. Dediazoniation in [BMIM][Tf2N] afforded 3-R-9-fluorenones and R-C6H4-CO-C6H4-OSO(CF3)(NSO2CF3). Yields of the ring-closure products were higher in [BMIM][Tf2N] than in [BMIM][TfO]. 2-Benzylbenzenediazonium and 2-phenoxybenzenediazonium tetrafluoroborates exclusively produced substitution products in both ionic liquids. DFT calculations suggest that electron transfer from the anion to render homolytic process should be induced more readily in [BMIM][Tf2N] than in [BMIM][TfO]. This ability may be responsible for the higher yields of the ring-closure products via homolytic pathway and the smaller yields of the substitution products via heterolytic pathway in [BMIM][Tf2N].

Sandmeyer reactions. Part 5.1 Estimation of the rates of 1,5-aryl/aryl radical translocation and cyclisation during Pschorr fluorenone synthesis with a comparative analysis of reaction energetics

During the Pschorr cyclisation of 2-aroylphenyl radicals, a rearrangement occurs reversibly by 1,5-hydrogen transfer to give 2-benzoylaryl radicals. Rate constants of (1.2 ± 0.2) × 106 s-1 at 293 K are estimated for both the forward and back reactions in the equilibrium between 2-(4-methylbenzoyl)phenyl and 2-benzoyl-5-methylphenyl radicals. Assuming an empirical estimate of 1.6 × 10-2 dm3 mol-1 s-1 for the hypothetical rate of abstraction of hydrogen from benzene by phenyl radicals, the radical translocation is calculated to occur with a statistically corrected effective molarity of 2.2 × 108 mol dm-3. By contrast, the competing cyclisation, though occurring at a rate of (8.0 ± 0.9) × 105 s-1, exhibits an effective molarity of only 5.3 mol dm-3. The causes of these differences are analysed in terms of reaction mechanism.

Synthesis and cardiovascular properties of fluorenyl derivatives related to verapamil

A series of fluorenyl analogues of verapamil were synthesized and their cardiovascular properties on guinea pig isolated atria and isolated perfused heart evaluated. The compounds were also tested for their calcium antagonistic activity on guinea pig aort